All About Old Town Condos For Sale

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For buyers looking for real estate that's stylish yet low-maintenance, there are a number of desirable Old Town condos and townhomes available. With high-end finishes and easy access to amenities, Old Town condominiums offer an ideal sanctuary in a picturesque, walkable community, located between the Gold Coast and Lincoln Park.

This affluent and historic neighborhood is bounded by Armitage to the north, Division to the south, Clark Street to the east and Larrabee and Orleans to the west. The charming tree-lined streets are filled with examples of Victorian-era buildings, showcasing beautiful and diverse architectural styles, with townhouses, single-family homes, and condominiums that fit perfectly into the quaint atmosphere of Old Town, Chicago. Browse our listings for Old Town real estate below or learn more about everything this fascinating community has to offer! Take a quick moment to register with us. You'll be able to customize your Old Town real estate search to only show your preferred type of property, like condos or townhomes. You can also choose to receive notifications when properties that match your criteria enter the market. [Continue reading about Chicago's Old Town real estate market...]

Break Down Your Old Town Real Estate Search

View Old Town Condos & Real Estate on the MLS

All Listings	$100,000 - $200,000	$200,000 - $300,000
$300,000 - $400,000	$400,000 - $500,000	$500,000 - $600,000
$600,000 - $700,000	$700,000 - $800,000	$800,000 - $900,000
$900,000 - $1,000,000	Over $1,000,000

Amazing Opportunity To Own A 4,100 Sqft Penthou...

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$4,500,000 Active

4 Beds
5 Baths
4,104 ft²

Residential

1550 North Clark Street 1003, Chicago, IL

MLS® #10770823

Amazing Opportunity To Own A 4,100 Sqft Penthouse Unit With A Private Roof Top Deck!!! Fifteen Fifty On The Park Is The Gold Coast's Newest And Most Exciting Luxury Condominium Building Offering The Highest Caliber Finish Packages In Chicago's Exclusive Condo Marketplace. State-of-the-art, Chef I...

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Fifteen Fifty On The Park Is Chicago's Newest A...

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$3,400,000 Active

4 Beds
5 Baths
3,852 ft²

Residential

1550 North Clark Street 701, Chicago, IL

MLS® #10998594

Fifteen Fifty On The Park Is Chicago's Newest And Most Exciting Luxury Condominium Building In The Gold Coast. Fifteen Fifty On The Park Features 32 Residences Offering Stunning Finish Packages Of The Highest Caliber Of Craftsmanship In Chicago's Exclusive Condo Marketplace. State-of-the-art, Ch...

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Fifteen Fifty On The Park Is Chicago's Newest A...

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$2,900,000 Active

4 Beds
5 Baths
3,852 ft²

Residential

1550 North Clark Street 401, Chicago, IL

MLS® #11028909

Fifteen Fifty On The Park Is Chicago's Newest And Most Exciting Luxury Building In Where Lincoln Park Meets Gold Coast. Fifteen Fifty On The Park Features 32 Residences Offering Stunning Finish Packages Of The Highest Caliber Of Craftsmanship In Chicago's Most Exclusive Marketplace. State-of-the-...

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Incredible Complete Renovation Of A Late 19th C...

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$2,795,000 Contingent

Residential Income

161 West Schiller Street, Chicago, IL

MLS® #11025157

Incredible Complete Renovation Of A Late 19th Century Building In The Heart Of Old Town. Both 4 Story Staircases Completely Rebuilt In Steel, New Footings And Steel Posts And Beam In Basement, New Framing, Electrical, Hvac, Plumbing, Roof, Windows, Tankless Hwhs, Laundry-in Unit. Blown In Cellu...

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Exquisite 5,500 Square Foot Five Bedroom, Five ...

REDUCED 3%

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$2,795,000 Contingent

5 Beds
7 Baths
5,500 ft²

Residential

1527 North North Park Avenue, Chicago, IL

MLS® #11016778

Exquisite 5,500 Square Foot Five Bedroom, Five And Two Half Bath (four En Suite) Home In Old Town. Situated On Highly Sought After North Park Avenue With Modern Sophistication And Elegant Finishes. Floor To Ceiling Commercial Grade Aluminum Windows And Solid Masonry Construction. The Front Living...

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Old Town Brick Single Family Home Offering Spec...

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$2,750,000 Contingent

4 Beds
5 Baths
0.06 Acres
4,000 ft²

Residential

1459 North Wieland Street, Chicago, IL

MLS® #10737583

Old Town Brick Single Family Home Offering Spectacular Outdoor Space! The Home Is Situated On A Double Lot; House Is On One Lot And Side Yard Is On Second Lot To Enjoy Great Outdoor Space Or Sell Off Separately! (r-5 Zoning!) This Is Suburban Living In The Heart Of Old Town With Built In Circular...

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Truly Spectacular Design And Layout In This Con...

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$2,699,000 Active

Residential Income

1542 North Hudson Avenue, Chicago, IL

MLS® #10700638

Truly Spectacular Design And Layout In This Contemporary New Construction Property. Each Unit Offers 4 Spacious Bedrooms With 3 1/2 Baths. Tons Of Fantastic Outdoor Space As Well Including Garage Top Deck For The Duplex Down And Private Roof Decks For Each Triplex Unit. Layout: Unit 1 - Tradi...

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Cash Cow!!! There Is A $6,200 / Per Month Sign ...

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$2,599,999 Active

Residential Income

1556 North La Salle Drive, Chicago, IL

MLS® #11009127

Cash Cow!!! There Is A $6,200 / Per Month Sign Advertisement On The Side Of The Building That Has A New Long Term Lease!!!!! 1 Billboard, 1 Commercial Property, 3 Residential Units. This Property Is A Cash Cow And Can Generate Approximately $382,000 In Annual Revenue If The Residential Units A...

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Learn About Chicago's Old Town Neighborhoods

Old Town features some very important city landmarks, including St. Michael’s Church, which is one of the city's seven churches that survived the Chicago fire. It graces the neighborhood with its beautiful peaks, arches, and clock tower. Nestled amongst the residential developments are boutiques, restaurants and one-of-a-kind stores that make this area delightful to explore.

The Old Town Chicago real estate market is also home to Chicago's famous comedy troupe, Second City, and those who love the outdoors will enjoy nearby Lincoln Park and the lakefront, which provide numerous recreational opportunities.

Old Town Condos For Sale

Old Town Condos For Sale, Chicago IL Although single-family homes are abundant in Chicago's Old Town neighborhood, condos here are still a major part of the real estate market, with options ranging from vintage courtyard buildings with ample charm and character to newer construction mid-rises and high-rises that offer lots of desirable lifestyle amenities. The most sought after Old Town condos for sale are those that line Wells Street, Old Town's primary thoroughfare that's lined with a high concentration of restaurants, bars, cafes, and boutique shops. But great deals and equally great condo residences can be found in various other part of Old Town, as long as you know where to look. To learn more about Old Town condominiums for sale, give us a call, or start browsing the active listings we've featured above.

Search Old Town's Top Condo Buildings

Unlike other downtown Chicago neighborhoods, Old Town doesn't have an iconic building, or several as in the case of River North and Streeterville, but the collection of desirable condos inthe area is certainly just as attractive to home buyers as other parts of town. Some of our favorite locations in Old Town include the condos for sale at 1212 N. Wells, the condos for sale at 1636 N. Wells and the condos for sale at 1426 N. Orleans, but the list doesn't stop there. To browse available units in other buildings, have a look at our Old Town condo building directory in the upper left hand corner of this page!

Want to wake up in Chicago’s most charming neighborhood every morning? If so, contact Helaine Cohen to set up an appointment to view real estate in Old Town Chicago, and find your dream home today!

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Berkshire Hathaway HomeServices KoenigRubloff Realty Group are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed.

Listing information last updated on May 18th, 2021 at 9:31pm CDT.